JPS6214563B2 - - Google Patents

Info

Publication number: JPS6214563B2
Authority: JP; Japan
Prior art keywords: formula; alkyl; polymer; sulfur; molecular weight
Prior art date: 1978-12-04
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

JP54156711A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5592710A (en

Inventor

Chaaruzu Guroowakii Reimondo

Robaato Kurosukii Suchiibun

Shisuko Robaato

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Pfizer Corp Belgium

Original Assignee

Pfizer Corp Belgium

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1978-12-04

Filing date

1979-12-03

Publication date

1987-04-02

1979-12-03 Application filed by Pfizer Corp Belgium filed Critical Pfizer Corp Belgium

1980-07-14 Publication of JPS5592710A publication Critical patent/JPS5592710A/ja

1987-04-02 Publication of JPS6214563B2 publication Critical patent/JPS6214563B2/ja

Status Granted legal-status Critical Current

Links

229920000642 polymer Polymers 0.000 claims description 157
150000001412 amines Chemical class 0.000 claims description 115
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 76
239000011593 sulfur Substances 0.000 claims description 63
229910052717 sulfur Inorganic materials 0.000 claims description 63
229920002239 polyacrylonitrile Polymers 0.000 claims description 45
238000000034 method Methods 0.000 claims description 39
229920001577 copolymer Polymers 0.000 claims description 27
150000002825 nitriles Chemical class 0.000 claims description 21
125000000217 alkyl group Chemical group 0.000 claims description 12
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 11
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 10
125000004432 carbon atom Chemical group C* 0.000 claims description 10
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
229910052739 hydrogen Inorganic materials 0.000 claims description 9
239000001257 hydrogen Substances 0.000 claims description 9
150000002430 hydrocarbons Chemical class 0.000 claims description 8
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 8
-1 alkyl methacrylate Chemical compound 0.000 claims description 7
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 6
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
239000008187 granular material Substances 0.000 claims description 6
229930195733 hydrocarbon Natural products 0.000 claims description 5
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 5
239000004215 Carbon black (E152) Substances 0.000 claims description 4
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 4
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 4
125000005250 alkyl acrylate group Chemical group 0.000 claims description 4
125000004103 aminoalkyl group Chemical group 0.000 claims description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 55
238000012360 testing method Methods 0.000 description 34
239000003795 chemical substances by application Substances 0.000 description 33
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 32
239000000203 mixture Substances 0.000 description 30
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 27
239000012190 activator Substances 0.000 description 24
238000006243 chemical reaction Methods 0.000 description 22
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 21
239000000243 solution Substances 0.000 description 21
230000000694 effects Effects 0.000 description 19
238000003756 stirring Methods 0.000 description 19
230000018044 dehydration Effects 0.000 description 18
238000006297 dehydration reaction Methods 0.000 description 18
239000012458 free base Substances 0.000 description 18
229910052757 nitrogen Inorganic materials 0.000 description 18
239000010802 sludge Substances 0.000 description 18
239000007787 solid Substances 0.000 description 17
239000002699 waste material Substances 0.000 description 17
150000003839 salts Chemical class 0.000 description 16
239000012024 dehydrating agents‎ Substances 0.000 description 15
238000010438 heat treatment Methods 0.000 description 15
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 14
150000004985 diamines Chemical class 0.000 description 14
XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 13
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
238000004519 manufacturing process Methods 0.000 description 12
238000005189 flocculation Methods 0.000 description 11
230000016615 flocculation Effects 0.000 description 11
239000000047 product Substances 0.000 description 10
230000015572 biosynthetic process Effects 0.000 description 8
239000000126 substance Substances 0.000 description 8
CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 8
RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 8
238000005292 vacuum distillation Methods 0.000 description 8
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 7
239000007864 aqueous solution Substances 0.000 description 7
238000001914 filtration Methods 0.000 description 7
238000002955 isolation Methods 0.000 description 7
239000007788 liquid Substances 0.000 description 7
239000000178 monomer Substances 0.000 description 7
238000002360 preparation method Methods 0.000 description 7
QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 6
239000004927 clay Substances 0.000 description 6
IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 6
238000004108 freeze drying Methods 0.000 description 6
239000010865 sewage Substances 0.000 description 6
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 5
238000005576 amination reaction Methods 0.000 description 5
239000007900 aqueous suspension Substances 0.000 description 5
150000001875 compounds Chemical class 0.000 description 5
238000010626 work up procedure Methods 0.000 description 5
XINQFOMFQFGGCQ-UHFFFAOYSA-L (2-dodecoxy-2-oxoethyl)-[6-[(2-dodecoxy-2-oxoethyl)-dimethylazaniumyl]hexyl]-dimethylazanium;dichloride Chemical compound [Cl-].[Cl-].CCCCCCCCCCCCOC(=O)C[N+](C)(C)CCCCCC[N+](C)(C)CC(=O)OCCCCCCCCCCCC XINQFOMFQFGGCQ-UHFFFAOYSA-L 0.000 description 4
238000005119 centrifugation Methods 0.000 description 4
230000003311 flocculating effect Effects 0.000 description 4
229910052500 inorganic mineral Inorganic materials 0.000 description 4
239000011707 mineral Substances 0.000 description 4
125000002560 nitrile group Chemical group 0.000 description 4
239000006069 physical mixture Substances 0.000 description 4
239000002002 slurry Substances 0.000 description 4
239000000725 suspension Substances 0.000 description 4
DDHUNHGZUHZNKB-UHFFFAOYSA-N 2,2-dimethylpropane-1,3-diamine Chemical compound NCC(C)(C)CN DDHUNHGZUHZNKB-UHFFFAOYSA-N 0.000 description 3
QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
230000015556 catabolic process Effects 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
230000000052 comparative effect Effects 0.000 description 3
238000006731 degradation reaction Methods 0.000 description 3
238000007865 diluting Methods 0.000 description 3
239000008394 flocculating agent Substances 0.000 description 3
150000003840 hydrochlorides Chemical class 0.000 description 3
239000002440 industrial waste Substances 0.000 description 3
239000002198 insoluble material Substances 0.000 description 3
239000011236 particulate material Substances 0.000 description 3
150000003242 quaternary ammonium salts Chemical class 0.000 description 3
239000000376 reactant Substances 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
239000010801 sewage sludge Substances 0.000 description 3
239000002904 solvent Substances 0.000 description 3
MCSXGCZMEPXKIW-UHFFFAOYSA-N 3-hydroxy-4-[(4-methyl-2-nitrophenyl)diazenyl]-N-(3-nitrophenyl)naphthalene-2-carboxamide Chemical compound Cc1ccc(N=Nc2c(O)c(cc3ccccc23)C(=O)Nc2cccc(c2)[N+]([O-])=O)c(c1)[N+]([O-])=O MCSXGCZMEPXKIW-UHFFFAOYSA-N 0.000 description 2
229920002126 Acrylic acid copolymer Polymers 0.000 description 2
239000005995 Aluminium silicate Substances 0.000 description 2
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
229920006322 acrylamide copolymer Polymers 0.000 description 2
239000002168 alkylating agent Substances 0.000 description 2
229940100198 alkylating agent Drugs 0.000 description 2
235000012211 aluminium silicate Nutrition 0.000 description 2
229910021529 ammonia Inorganic materials 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
239000012141 concentrate Substances 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000005494 condensation Effects 0.000 description 2
239000007859 condensation product Substances 0.000 description 2
238000006482 condensation reaction Methods 0.000 description 2
238000007796 conventional method Methods 0.000 description 2
238000001816 cooling Methods 0.000 description 2
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
MKYNHKOAYQRSBD-UHFFFAOYSA-N dioxouranium;nitric acid Chemical compound O=[U]=O.O[N+]([O-])=O.O[N+]([O-])=O MKYNHKOAYQRSBD-UHFFFAOYSA-N 0.000 description 2
238000004821 distillation Methods 0.000 description 2
AEOCXXJPGCBFJA-UHFFFAOYSA-N ethionamide Chemical compound CCC1=CC(C(N)=S)=CC=N1 AEOCXXJPGCBFJA-UHFFFAOYSA-N 0.000 description 2
239000012530 fluid Substances 0.000 description 2
239000007789 gas Substances 0.000 description 2
KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
238000006386 neutralization reaction Methods 0.000 description 2
150000007524 organic acids Chemical class 0.000 description 2
235000005985 organic acids Nutrition 0.000 description 2
239000011368 organic material Substances 0.000 description 2
239000002245 particle Substances 0.000 description 2
ARQTVSWBVIWYSF-UHFFFAOYSA-N prop-2-enamide;prop-2-enenitrile Chemical compound C=CC#N.NC(=O)C=C ARQTVSWBVIWYSF-UHFFFAOYSA-N 0.000 description 2
KUKFKAPJCRZILJ-UHFFFAOYSA-N prop-2-enenitrile;prop-2-enoic acid Chemical compound C=CC#N.OC(=O)C=C KUKFKAPJCRZILJ-UHFFFAOYSA-N 0.000 description 2
230000035484 reaction time Effects 0.000 description 2
239000012265 solid product Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
238000003860 storage Methods 0.000 description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
KUDCRAGTDOJASX-UHFFFAOYSA-N 1-ethenyl-1,3-diazinane Chemical compound C=CN1CCCNC1 KUDCRAGTDOJASX-UHFFFAOYSA-N 0.000 description 1
HXVJQEGYAYABRY-UHFFFAOYSA-N 1-ethenyl-4,5-dihydroimidazole Chemical compound C=CN1CCN=C1 HXVJQEGYAYABRY-UHFFFAOYSA-N 0.000 description 1
OMMKTOYORLTRPN-UHFFFAOYSA-N 1-n'-methylpropane-1,1-diamine Chemical compound CCC(N)NC OMMKTOYORLTRPN-UHFFFAOYSA-N 0.000 description 1
FZZMTSNZRBFGGU-UHFFFAOYSA-N 2-chloro-7-fluoroquinazolin-4-amine Chemical compound FC1=CC=C2C(N)=NC(Cl)=NC2=C1 FZZMTSNZRBFGGU-UHFFFAOYSA-N 0.000 description 1
ZJWLMZURLIHVHE-UHFFFAOYSA-N 3-morpholin-4-ylaniline Chemical compound NC1=CC=CC(N2CCOCC2)=C1 ZJWLMZURLIHVHE-UHFFFAOYSA-N 0.000 description 1
UIKUBYKUYUSRSM-UHFFFAOYSA-N 3-morpholinopropylamine Chemical compound NCCCN1CCOCC1 UIKUBYKUYUSRSM-UHFFFAOYSA-N 0.000 description 1
NMILGIZTAZXMTM-UHFFFAOYSA-N 4-propylmorpholine Chemical compound CCCN1CCOCC1 NMILGIZTAZXMTM-UHFFFAOYSA-N 0.000 description 1
OCKGFTQIICXDQW-ZEQRLZLVSA-N 5-[(1r)-1-hydroxy-2-[4-[(2r)-2-hydroxy-2-(4-methyl-1-oxo-3h-2-benzofuran-5-yl)ethyl]piperazin-1-yl]ethyl]-4-methyl-3h-2-benzofuran-1-one Chemical compound C1=C2C(=O)OCC2=C(C)C([C@@H](O)CN2CCN(CC2)C[C@H](O)C2=CC=C3C(=O)OCC3=C2C)=C1 OCKGFTQIICXDQW-ZEQRLZLVSA-N 0.000 description 1
239000005711 Benzoic acid Substances 0.000 description 1
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
235000011054 acetic acid Nutrition 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
238000004220 aggregation Methods 0.000 description 1
230000002776 aggregation Effects 0.000 description 1
239000003513 alkali Substances 0.000 description 1
150000001408 amides Chemical group 0.000 description 1
150000001409 amidines Chemical group 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
229920005601 base polymer Polymers 0.000 description 1
239000000440 bentonite Substances 0.000 description 1
229910000278 bentonite Inorganic materials 0.000 description 1
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
150000003842 bromide salts Chemical class 0.000 description 1
238000004364 calculation method Methods 0.000 description 1
238000009924 canning Methods 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
235000015165 citric acid Nutrition 0.000 description 1
239000008395 clarifying agent Substances 0.000 description 1
235000013365 dairy product Nutrition 0.000 description 1
150000001470 diamides Chemical class 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000004043 dyeing Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
125000003916 ethylene diamine group Chemical group 0.000 description 1
150000002171 ethylene diamines Chemical class 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
239000002921 fermentation waste Substances 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
239000002663 humin Substances 0.000 description 1
229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
239000003317 industrial substance Substances 0.000 description 1
239000010842 industrial wastewater Substances 0.000 description 1
229910010272 inorganic material Inorganic materials 0.000 description 1
239000011147 inorganic material Substances 0.000 description 1
150000004694 iodide salts Chemical class 0.000 description 1
239000000463 material Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
238000012544 monitoring process Methods 0.000 description 1
239000010841 municipal wastewater Substances 0.000 description 1
QHJABUZHRJTCAR-UHFFFAOYSA-N n'-methylpropane-1,3-diamine Chemical compound CNCCCN QHJABUZHRJTCAR-UHFFFAOYSA-N 0.000 description 1
FYBCLPJRKYVSJG-UHFFFAOYSA-N n-[3-(methylamino)propyl]prop-2-enamide Chemical compound CNCCCNC(=O)C=C FYBCLPJRKYVSJG-UHFFFAOYSA-N 0.000 description 1
239000005445 natural material Substances 0.000 description 1
230000000269 nucleophilic effect Effects 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
229920000620 organic polymer Polymers 0.000 description 1
150000002898 organic sulfur compounds Chemical class 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
235000011007 phosphoric acid Nutrition 0.000 description 1
150000003016 phosphoric acids Chemical class 0.000 description 1
239000010908 plant waste Substances 0.000 description 1
239000012985 polymerization agent Substances 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
229920001021 polysulfide Polymers 0.000 description 1
239000005077 polysulfide Substances 0.000 description 1
150000008117 polysulfides Polymers 0.000 description 1
239000011148 porous material Substances 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
230000001376 precipitating effect Effects 0.000 description 1
238000011085 pressure filtration Methods 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
238000012545 processing Methods 0.000 description 1
PQLUAOYVDDIDAS-UHFFFAOYSA-N prop-2-enamide;trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium Chemical compound NC(=O)C=C.CC(=C)C(=O)OCC[N+](C)(C)C PQLUAOYVDDIDAS-UHFFFAOYSA-N 0.000 description 1
GGHDAUPFEBTORZ-UHFFFAOYSA-N propane-1,1-diamine Chemical compound CCC(N)N GGHDAUPFEBTORZ-UHFFFAOYSA-N 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000012629 purifying agent Substances 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
238000007670 refining Methods 0.000 description 1
238000010992 reflux Methods 0.000 description 1
239000013049 sediment Substances 0.000 description 1
238000004062 sedimentation Methods 0.000 description 1
239000006228 supernatant Substances 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
150000003512 tertiary amines Chemical group 0.000 description 1
AWIJRPNMLHPLNC-UHFFFAOYSA-N thiocarboxylic acid group Chemical group C(=S)O AWIJRPNMLHPLNC-UHFFFAOYSA-N 0.000 description 1
238000003828 vacuum filtration Methods 0.000 description 1
239000002351 wastewater Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
- C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D21/00—Separation of suspended solid particles from liquids by sedimentation
- B01D21/01—Separation of suspended solid particles from liquids by sedimentation using flocculating agents
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/52—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities
- C02F1/54—Treatment of water, waste water, or sewage by flocculation or precipitation of suspended impurities using organic material
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/44—Preparation of metal salts or ammonium salts
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S524/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S524/922—Flocculating, clarifying, or fining compositions

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Polymers & Plastics (AREA)
Medicinal Chemistry (AREA)
Health & Medical Sciences (AREA)
General Chemical & Material Sciences (AREA)
Hydrology & Water Resources (AREA)
Water Supply & Treatment (AREA)
Environmental & Geological Engineering (AREA)
Engineering & Computer Science (AREA)
Life Sciences & Earth Sciences (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Separation Of Suspended Particles By Flocculating Agents (AREA)
Treatment Of Sludge (AREA)

JP15671179A 1978-12-04 1979-12-03 Amine polymer having dehydration activity Granted JPS5592710A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US05/965,770 US4254250A (en)	1978-12-04	1978-12-04	Amine polymers having dewatering activity

Publications (2)

Publication Number	Publication Date
JPS5592710A JPS5592710A (en)	1980-07-14
JPS6214563B2 true JPS6214563B2 (da)	1987-04-02

Family

ID=25510469

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP15671179A Granted JPS5592710A (en)	1978-12-04	1979-12-03	Amine polymer having dehydration activity

Country Status (20)

Country	Link
US (1)	US4254250A (da)
JP (1)	JPS5592710A (da)
AU (1)	AU5339779A (da)
BE (1)	BE880386A (da)
BR (1)	BR7907886A (da)
CA (1)	CA1135446A (da)
CH (1)	CH643568A5 (da)
DE (1)	DE2948795C2 (da)
DK (1)	DK470279A (da)
ES (1)	ES8203401A1 (da)
FR (1)	FR2443472B1 (da)
GB (1)	GB2038841B (da)
IE (1)	IE49221B1 (da)
IT (1)	IT1126480B (da)
LU (1)	LU81945A1 (da)
MX (1)	MX6750E (da)
NL (1)	NL179652C (da)
PL (1)	PL220122A1 (da)
SE (1)	SE446090B (da)
ZA (1)	ZA796550B (da)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4526935A (en) *	1983-05-06	1985-07-02	E. I. Du Pont De Nemours And Company	Water soluble polyamines and process for their preparation
US4595731A (en) *	1983-05-06	1986-06-17	E. I. Du Pont De Nemours And Company	Water soluble polyamines and process for their preparation
JPH0640926B2 (ja) *	1984-05-28	1994-06-01	三井東圧化学株式会社	焼却用汚泥の製造方法
DE3530478A1 (de) *	1985-08-27	1987-03-05	Benckiser Knapsack Gmbh	Verfahren zum faerben von ledern sowie dazu geeignete wasserloesliche, kationische polymere und verfahren zu ihrer herstellung
IT1203752B (it) *	1986-03-19	1989-02-23	Enea	Procedimento per la produzione di un supporto polimerico per reazioni topochimiche,supproto ottenuto e suo impiego
US5256705A (en) *	1986-03-26	1993-10-26	Waterguard Industries, Inc.	Composition with tackifier for protecting communication wires
CA1283748C (en) *	1986-06-25	1991-04-30	Takaharu Itagaki	Vinylamine copolymer, flocculating agent and paper strength increasingagent using the same, as well as process for producing the same
US4715962A (en) *	1986-08-15	1987-12-29	Nalco Chemical Company	Ampholytic diallyldimethyl ammonium chloride (DADMAC) copolymers and terpolymers for water clarification
USRE34903E (en) *	1987-06-22	1995-04-11	Mitsubishi Kasei Corporation	Vinylamine copolymer, flocculating agent and paper strength increasing agent using the same, as well as process for producing the same
US5047153A (en) *	1989-10-31	1991-09-10	Resources Conservation Company	Method for removing amine from solids
US5252692A (en) *	1990-11-23	1993-10-12	Kingston Technologies, Inc.	Hydrophilic acrylic copolymers and method of preparation
DE4239128A1 (de) *	1992-11-20	1994-05-26	Wolff Walsrode Ag	Verfahren zur Herstellung von wasserlöslichen Polymeren durch Aminolyse von Polyacrylnitril
JP3982046B2 (ja) *	1997-04-16	2007-09-26	ソニー株式会社	高分子凝集剤
US6589427B2 (en) *	2001-02-28	2003-07-08	Council Of Scientific & Industrial Research	Process for treatment of mixture of spent wash from distillery and black liquor from pulp and paper industry
AU2007305255A1 (en) *	2006-10-03	2008-04-10	Wyeth	Lyophilization methods and apparatuses
WO2012114651A1 (ja) *	2011-02-25	2012-08-30	株式会社豊田自動織機	硫黄変性ポリアクリロニトリルおよびその評価方法ならびに硫黄変性ポリアクリロニトリルを用いた正極、非水電解質二次電池、および車両
DE102012007149A1 (de)	2012-04-12	2013-10-17	Bwt Water+More Gmbh	Kartusche zur Trinkwasseraufbereitung sowie Verfahren zur Aufbereitung von Trinkwasser
DE102012007150A1 (de)	2012-04-12	2013-10-17	Bwt Water+More Gmbh	Kartusche zur Trinkwasseraufbereitung sowie Verfahren zur Aufbereitung von Trinkwasser
DE102012105723B4 (de) *	2012-06-28	2016-07-21	Bwt Ag	Kartusche zur Trinkwasseraufbereitung
JP6115914B2 (ja) *	2013-03-13	2017-04-19	国立研究開発法人産業技術総合研究所	硫黄変性ニトリル基含有共重合体樹脂及びその用途

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3406139A (en) *	1963-01-29	1968-10-15	Rohm & Haas	Vinylimidazoline and vinyltetrahydropyrimidine polymers
US3647769A (en) *	1969-11-14	1972-03-07	Diamond Shamrock Corp	Reaction products of polynitriles water and amines
US4041006A (en) *	1975-04-25	1977-08-09	Rohm And Haas Company	Flocculant composition and process

1978
- 1978-12-04 PL PL22012278A patent/PL220122A1/xx unknown
- 1978-12-04 US US05/965,770 patent/US4254250A/en not_active Expired - Lifetime
1979
- 1979-11-06 DK DK470279A patent/DK470279A/da unknown
- 1979-11-29 GB GB7941188A patent/GB2038841B/en not_active Expired
- 1979-11-30 SE SE7909914A patent/SE446090B/sv not_active IP Right Cessation
- 1979-12-03 AU AU53397/79A patent/AU5339779A/en not_active Abandoned
- 1979-12-03 MX MX798516U patent/MX6750E/es unknown
- 1979-12-03 FR FR7929626A patent/FR2443472B1/fr not_active Expired
- 1979-12-03 IT IT27792/79A patent/IT1126480B/it active
- 1979-12-03 CA CA000341111A patent/CA1135446A/en not_active Expired
- 1979-12-03 LU LU81945A patent/LU81945A1/fr unknown
- 1979-12-03 NL NLAANVRAGE7908718,A patent/NL179652C/xx not_active IP Right Cessation
- 1979-12-03 CH CH1072479A patent/CH643568A5/fr not_active IP Right Cessation
- 1979-12-03 BE BE0/198386A patent/BE880386A/fr not_active IP Right Cessation
- 1979-12-03 ZA ZA00796550A patent/ZA796550B/xx unknown
- 1979-12-03 IE IE2311/79A patent/IE49221B1/en unknown
- 1979-12-03 JP JP15671179A patent/JPS5592710A/ja active Granted
- 1979-12-04 ES ES486665A patent/ES8203401A1/es not_active Expired
- 1979-12-04 DE DE2948795A patent/DE2948795C2/de not_active Expired
- 1979-12-04 BR BR7907886A patent/BR7907886A/pt unknown

Also Published As

Publication number	Publication date
SE7909914L (sv)	1980-06-05
GB2038841B (en)	1983-02-09
US4254250A (en)	1981-03-03
IT7927792A0 (it)	1979-12-03
IT1126480B (it)	1986-05-21
DK470279A (da)	1980-06-05
FR2443472B1 (fr)	1986-04-25
PL220122A1 (da)	1980-09-22
ZA796550B (en)	1980-11-26
CH643568A5 (fr)	1984-06-15
SE446090B (sv)	1986-08-11
LU81945A1 (fr)	1980-07-01
MX6750E (es)	1986-06-25
ES486665A0 (es)	1981-05-16
BR7907886A (pt)	1980-09-23
DE2948795C2 (de)	1982-07-15
GB2038841A (en)	1980-07-30
ES8203401A1 (es)	1981-05-16
DE2948795A1 (de)	1980-06-12
NL7908718A (nl)	1980-06-06
FR2443472A1 (fr)	1980-07-04
CA1135446A (en)	1982-11-09
BE880386A (fr)	1980-06-03
AU5339779A (en)	1980-07-17
IE792311L (en)	1980-06-04
IE49221B1 (en)	1985-08-21
NL179652C (nl)	1986-10-16
NL179652B (nl)	1986-05-16
JPS5592710A (en)	1980-07-14

Publication	Publication Date	Title
JPS6214563B2 (da)	1987-04-02
DK1274652T3 (da)	2014-03-10	Fremgangsmåde til rensning af vand ved anvendelse af kationiske dispersionspolymerer med lav molekylvægt
EP1236748A1 (en)	2002-09-04	Polymer flocculents and preparation thereof
US6171505B1 (en)	2001-01-09	Higher actives dispersion polymer to aid clarification, dewatering, and retention and drainage
KR19990067585A (ko)	1999-08-25	고성능 중합체 응집제
US3014896A (en)	1961-12-26	Polymeric flocculating agents and process for the production thereof
JPH07223000A (ja)	1995-08-22	汚泥脱水剤及びそれを用いた汚泥の脱水方法
JPH06218399A (ja)	1994-08-09	汚泥脱水剤
US3647769A (en)	1972-03-07	Reaction products of polynitriles water and amines
WO1998022398A1 (en)	1998-05-28	Methods for sludge dewatering
US3835046A (en)	1974-09-10	Dewatering of aqueous suspensions
US5183576A (en)	1993-02-02	Cationic polymers for sludge dewatering
US5100561A (en)	1992-03-31	Cationic polymers for sludge dewatering
AU775362B2 (en)	2004-07-29	Higher actives dispersion polymer to aid clarification, dewatering, and retention and drainage
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JP5952593B2 (ja)	2016-07-13	廃水処理方法
JP6973682B2 (ja)	2021-12-01	汚泥脱水剤及び汚泥脱水方法
JPH08243600A (ja)	1996-09-24	高分子凝集剤
RU2060976C1 (ru)	1996-05-27	Способ обработки осадков сточных вод и активного ила
JP3766564B2 (ja)	2006-04-12	汚泥の脱水方法
CA2042162A1 (en)	1991-12-07	Cationic polymer for water clarification and sludge dewatering
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